Holiday rentals with a hot tub in Jefferson County

Cherokee Park Oasis with Private Entrance

1 bdrm basement apartment with private entrance, bedroom, bathroom, and common area located adjacent to Cherokee Park. 3/4 mile walk to shops, restaurants, and entertainment on Bardstown Rd. Heated saltwater swimming pool (seasonal) and cabana with wet bar. Hot tub. Centrally located within 10 minutes from downtown, Churchill Downs, the Zoo, the airport, golf courses, and Kentucky Kingdom. Situated in a quiet, park-like neighborhood with ample parking. Owner occupies the main floor upstairs.

Elegant Apt – King Bed, Heated Pool, Gym + Hot Tub

Enjoy all of what Louisville has to offer with this luxury apartment perfect for 4! With a comfortable king size bed and a memory foam sleeper sofa, you can enjoy a peaceful nights sleep and wake up to complementary coffee and a sunrise over the city skyline!Spend your day on the rooftop, or enjoy the plethora of activities and restaurants all within walking distance, including 4th St. Live! End the day with a virtual golf game, hit the gym, or relax with a movie. Book your stay with us today!

Bourbon Trail Spacious Backyard NEW HotTub Grill!

The Burnt Barrel, discover your vibrant Louisville getaway! Perfect for couples, business travelers, or event visitors, this cozy home offers high-speed Wi-Fi and a dedicated workspace, fully equipped kitchen, and a NEW hot tub and grill for you to enjoy! Guests rave about its comfort, walkable location, and modern amenities. Enjoy nearby bars and restaurants all just minutes from downtown, UofL Health, and the Convention Center. Experience true Louisville charm and convenience! Book a stay now!

Parkside Retreat

Situated off of a parkway with mature trees lining the street, this parkside retreat is close to most everything. We are a short drive to Churchill Downs, Downtown, the Airport. Our home sits on one of the most beautiful streets in the entire neighborhood. We are 7 houses from Iroquois Park. It is terrific for walking, hiking, or just having a picnic. We have a privacy fence with a jacuzi tub on the deck. Many updates make this home the perfect choice to relax after a day of fun activities

Butchertown & NuLu's Shantyboathouse

Welcome to the Shantyboathouse! Featured twice in the Courier-Journal, this property is uniquely one-of-kind and boasts a story even the Louisville Landmarks Commission couldn’t deny; which is why they awarded the property an historical plaque in 2019! The original newspaper article from 1976, the previous owners stated “The neighborhood legend about this house is that it just floated up the river in the ‘37 flood and somebody just built a foundation under it! They call it ‘the shanty boat’!

Walking Bridge, Putt Putt House

NEW LISTING: Welcome to our walking bridge home on Pearl St. We have a hot tub, putt putt, and all the fun you can think of in one home. Steps away from restaurants, shopping, and bars, as well as the walking bridge to Louisville. This home is closer to the fun in Louisville than most neighborhoods in Louisville itself. Go out or stay in, you're guaranteed to have a great time in this newly renovated gem. We have high quality mattresses, and smart TV's in both bedrooms and the living room.

Awesome Louisville/Nulu Getaway!

Whether you want to taste the bourbon, watch the horses, enjoy a concert at the Yum Center, or watch the Cards, this home is ideally located in NULU situated between downtown and the Bardstown Rd area. The back yard is fenced in with a well-maintained hot tub and tons of seating. It’s a Louisville oasis! Upstairs 1 king and 2 downstairs queen beds are spacious and extremely comfortable. The kitchen and living room are open and perfect for entertaining family and friends! Welcome to Louisville!

Why Not Stay in Louisville? (up to 9 guests)

For 1-9 guests Less than 1 mi to Churchill Downs, grocery, and eateries, this cute gingerbread home is just off I-264 & only 5 minutes to Airport, Fairgrounds & Exposition Center. It’s a short drive to U of L, & other Universities , Seminary and 4th street Live. Located in a nice neighborhood where walkers and runners are common and where off-street parking is readily available. Home access is with a keyless entry. *Occupancy tax is same as hotels & is included in Airbnb final pricing.

Hot Tub | Fenced-in Yard | King Bed | Walk to Nulu

5-minute walk to the heart of NuLu and close to the Bourbon Trail Backyard retreat with colorful flowers, a hot tub, fire pit, and outdoor dining area Chef-ready kitchen featuring an Instant Pot, rice cooker, toaster, and just about every coffee maker imaginable Full cable TV plus streaming access to Netflix, Disney+, Hulu, and HBO Max Nintendo Switch with multiple games for all ages Board game collection for fun nights in 15 minutes to Churchill Downs, UofL, and the airport

Fall Haven - King Beds, Hot Tub

* 3 Bedrooms, 5 Beds, 2 Living Rooms. * 2 1/2 Baths * 2,500 sq ft (235sqm) * Private patio * (2) 60” Smart TV's w/Bluetooth speaker * Attached garage * Fully equipped Kitchen, upgraded appliances & sink * Flat screen TV in each bedroom & cable * Safe neighborhood * Close to local spots shopping malls in Louisville, gym, and St. Matthews *Kentucky Derby, Bourbon and Beyond and Louder than Life guests inquire first. A strict cancellation policy is required*

4th Street Suites - Beautiful King Bed Suite

Wake up to the best of Louisville! Imagine starting your morning in a cozy king bed, strolling to 4th Street Live for brunch, and exploring nearby restaurants, bars, and theatres. Spend the afternoon lounging by the pool or soaking in the hot tub, then watch the city lights twinkle from the 7th‑floor terrace. This stylish suite is your launchpad for urban adventure—and a quiet, relaxing escape when it’s time to rest. Come make it yours and experience the heart of the city!

My Old Kentucky Dome

An elevated camping “glamping” experience. This brand-new one of a kind geodesic dome is located on a private road that leads you to an overlook featuring one of the most beautiful countryside views in Kentucky. While this getaway experience is nestled deep in the woods, it is also a close drive to all the conveniences you can imagine. This is an off the grid outdoor experience with a ½ mile gravel road including a steep hill. AWD or 4WD advised.